Vacation rentals with a pool in Clarksville

Sugar Hill Retreats | Stories Told + Art Made

♛ Top Host ▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔▔ Rebel Roots ★ Creative Spirit ★ Legendary Stays Sugar Hill is more than a getaway. Discover a hidden speakeasy lounge, soak in the hot tub, lounge by the pool, or enjoy the pickleball court and putting green. With 5 bedrooms, 5 bathrooms, two kitchens, a recording studio (must be reserved separately), game room, and room for 18 guests, it's ideal for family escapes, creative retreats, or unplugged weekends. Every detail reflects Nashville’s bold outlaw spirit.

FountaineBleau Max with POOL

Experience a VACATION-style stay in our pristine top-floor suite with a waterpark-inspired POOL and backyard. Located in a QUIET neighborhood. This FAMILY-FRIENDLY home offers a peaceful retreat central to several popular destinations. Few minutes drive to Clarksville’s shops and RESTAURANTS. 60-70 min. commute to downtown Nashville and the airport. PARTY PACKAGE!! PARTY PACKAGE!!! If planning a Birthday, Reunion, Get together, Honeymoon, or affordable backyard wedding. Ensure to ask host.

Tranquil TN Townhouse - King Bed - pool

Your family will be close to everything when you stay at this centrally-located place. Walking distance from the hospital as well as some restaurants. Everything you need is a short drive away, downtown Clarksville 15 min away, mall 5 min drive and Ft. Campbell at 25 min away. This tranquil townhouse has everything you need to stay for work or play, including a designated desk space. During the season, May through August, cool down by the pool just a short walk away.

Romantic Escape with Swim Spa/Hot Tub & Sauna

Escape to our luxurious country manor, just 25 minutes from Nashville! Relax in the indoor swim spa, soak in the hot tub, or unwind in the sauna and private gym. A grand spiral staircase leads to your secluded second-floor suite with a plush king bed and jacuzzi tub. Step onto the softly lit deck as deer and foxes wander the grounds. With three TVs throughout, every moment blends comfort, elegance, and serene countryside charm.

The Valor • Veteran Hosted• Semper Fi

Forget your worries in this spacious and serene space. Modern 1BR/1.5BA townhome in a quiet Clarksville community. Enjoy a fully equipped kitchen, washer & dryer, high-speed Wi-Fi, and a smart projector for a true home theater experience. Relax by the community pool or unwind in the spacious king bedroom. Minutes from Fort Campbell, APSU, shopping, restaurants, and downtown. Perfect for business or leisure stays.

*Private 2 Acres!* | Hot Tub | 20 Min to Nash!

Imagine sipping your wine in the hot tub as the sun sets over the rustic Tennessee Tobacco barn on the horizon. Imagine enjoying 2 acres of the country all to yourself, then popping in your car and hitting Broadway in 25 min. Imagine having a private retreat to enjoy quality time with your significant other just outside the city. If you want a retreat that is convenient to the city, the Guest Barn is for you!

The Family Float at Autumn Ridge (311 Hawkins Rd)

This brand new 2-bedroom, 1-bathroom condo comes equipped with a full kitchen, TV in the living area, an outdoor patio, and in-unit washer/dryer. This layout is ideal for working professionals looking to each have their own space or two couples looking to enjoy the pool in the summer. Go for a walk around community and feel welcome in our comfortable, professional environment. We look forward to serving you!

4-Bed Clarksville Home|Near Downtown |Pool & Grill

Escape into the rolling hills of Clarksville in this spacious 4-bedroom, 3-bathroom retreat where every detail is designed for rest, connection, and memory-making. Whether you're gathering with family, celebrating with friends, or simply craving a change of scenery, this home offers the perfect blend of comfort and character — complete with a private pool, cozy fireplaces, and room for everyone to unwind.

Music City Family Oasis | Pool & Waterslide

Welcome to Music City Family Oasis! Enjoy our spacious 5-bedroom, 3-bath home in a quiet neighborhood near Fort Campbell. Make memories with a pool and waterslide, in-ground trampoline, ping pong table, firepit, and board games galore. Just 45 minutes from Nashville and minutes from Beachaven Vineyards & Winery, it’s the perfect spot for family fun, relaxation, and exploring Middle Tennessee.

Modern Townhome | Pool | Near Fort Campbell

Relax in this stylish and spacious townhome, perfectly located near the best shopping, restaurants, and Fort Campbell. Enjoy a fully equipped kitchen, comfortable bedrooms, fast Wi-Fi, free parking, and access to the community pool everything you need for a relaxing stay in Clarksville. No lifeguard community pool Must sign pool waiver. Please inquire about operation status before booking!

Rally Point Inn: pool, gym, hot tub, arcade

Bring the whole crew—this artsy 5-bedroom home sleeps 14 and was made for memory-making. Dive into the pool, soak in the hot tub, battle it out in the game room, or unwind in the spa-style master suite. Near Fort Campbell, cave-filled parks, and wedding venues, it’s your launchpad for family fun, celebration, and adventure.

Cozy Corner Cottage

Escape to Cozy Corner Cottage! Unwind in our retreat, perfect for relaxation and exploration. Enjoy a fully equipped kitchen, comfy living area, and peaceful bedrooms. Our haven offers a homey atmosphere, rustic charm, and warm hospitality, making your stay truly unforgettable.